Holiday rentals near Cape Cod Rail Trail
We found 5,424 holiday rentals — enter your dates for availability
If you want to to stay within easy reach of Cape Cod Rail Trail, scroll through and discover private holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a washer and dryer. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Cape Cod Rail Trail
Showing deals for:19 Sept - 26 Sept
Image gallery for Stunning Beach Retreat Walk to Chatham Bars Inn, & Town
1010 out of 10 rating
Exceptional
(19 reviews)
Stunning Beach Retreat Walk to Chatham Bars Inn, & Town
Chatham, MA
8% off
Price is NZ$23,691
NZ$23,691
NZ$3,384 per night
includes taxes & fees
Image gallery for Classic Cape cottage charm with updates and fabulous views
1010 out of 10 rating
Exceptional
(34 reviews)
Classic Cape cottage charm with updates and fabulous views
Hyannis, MA
8% off
Price is NZ$16,990
NZ$16,990
NZ$2,427 per night
includes taxes & fees
Image gallery for Luxury on the cape, Private beach , central a/c, outdoor shower
1010 out of 10 rating
Exceptional
(6 reviews)
Luxury on the cape, Private beach , central a/c, outdoor shower
West Yarmouth, MA
7% off
Price is NZ$6,500
NZ$6,500
NZ$929 per night
includes taxes & fees
Image gallery for Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
9.89.8 out of 10 rating
Exceptional
(169 reviews)
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
South Yarmouth, MA
8% off
Price is NZ$4,875
NZ$4,875
NZ$696 per night
includes taxes & fees
Image gallery for Walk to Beach - Renovated Cape Cod Ranch - 3 Bed w/ Game Room, Central AC & WiFi
1010 out of 10 rating
Exceptional
(35 reviews)
Walk to Beach - Renovated Cape Cod Ranch - 3 Bed w/ Game Room, Central AC & WiFi
West Yarmouth, MA
7% off
Price is NZ$4,459
NZ$4,459
NZ$637 per night
includes taxes & fees
Image gallery for Large & Spacious New Seabury Home. Close to Popponesset Beach
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Large & Spacious New Seabury Home. Close to Popponesset Beach
Mashpee, MA
7% off
Price is NZ$7,439
NZ$7,439
NZ$1,063 per night
includes taxes & fees
Image gallery for CHATHAM WATER FRONT/VIEW HOUSE FIRST TIME RENTAL
9.89.8 out of 10 rating
Exceptional
(19 reviews)
CHATHAM WATER FRONT/VIEW HOUSE FIRST TIME RENTAL
Chatham, MA
7% off
Price is NZ$11,891
NZ$11,891
NZ$1,699 per night
includes taxes & fees
Image gallery for Cape Cod Getaway - close to beaches, shopping and more
1010 out of 10 rating
Exceptional
(16 reviews)
Cape Cod Getaway - close to beaches, shopping and more
Mashpee, MA
7% off
Price is NZ$4,509
NZ$4,509
NZ$644 per night
includes taxes & fees
Image gallery for Heated Private Pool, Walk to beach & shops, fully renovated house
9.89.8 out of 10 rating
Exceptional
(44 reviews)
Heated Private Pool, Walk to beach & shops, fully renovated house
Osterville, MA
8% off
Price is NZ$17,709
NZ$17,709
NZ$2,530 per night
includes taxes & fees
Image gallery for Featured in Boston Globe- fully renovated cape w/ pool & modern barn pool house
1010 out of 10 rating
Exceptional
(12 reviews)
Featured in Boston Globe- fully renovated cape w/ pool & modern barn pool house
Orleans, MA
8% off
Price is NZ$19,294
NZ$19,294
NZ$2,756 per night
includes taxes & fees
Image gallery for Popponesset Isl Designer Expanded Ranch with Deepwater Dock "The Goldfish House"
1010 out of 10 rating
Exceptional
(49 reviews)
Popponesset Isl Designer Expanded Ranch with Deepwater Dock "The Goldfish House"
Mashpee, MA
8% off
Price is NZ$13,188
NZ$13,188
NZ$1,884 per night
includes taxes & fees
Image gallery for Private Sandy Beach, Truly Oceanfront,Private Decks, Free Kayak, Sleeps 5
9.89.8 out of 10 rating
Exceptional
(135 reviews)
Private Sandy Beach, Truly Oceanfront,Private Decks, Free Kayak, Sleeps 5
South Yarmouth, MA
7% off
Price is NZ$7,826
NZ$7,826
NZ$1,118 per night
includes taxes & fees
Image gallery for 🌊 BEACHFRONT FAMILY HOME STEPS TO THE OCEAN!
1010 out of 10 rating
Exceptional
(23 reviews)
🌊 BEACHFRONT FAMILY HOME STEPS TO THE OCEAN!
South Yarmouth, MA
8% off
Price is NZ$16,832
NZ$16,832
NZ$2,405 per night
includes taxes & fees
Image gallery for South Chatham cottage walk to beaches, dining, tennis, shops, bike path.
9.49.4 out of 10 rating
Exceptional
(16 reviews)
South Chatham cottage walk to beaches, dining, tennis, shops, bike path.
South Chatham, MA
7% off
Price is NZ$2,744
NZ$2,744
NZ$392 per night
includes taxes & fees
Image gallery for Piping Plover
1010 out of 10 rating
Exceptional
(5 reviews)
Piping Plover
West Yarmouth, MA
8% off
Price is NZ$4,907
NZ$4,907
NZ$701 per night
includes taxes & fees
Image gallery for 2-wing home for large/multi-generation family/friends, cul de sac, beach ~ 1 mi.
9.89.8 out of 10 rating
Exceptional
(36 reviews)
2-wing home for large/multi-generation family/friends, cul de sac, beach ~ 1 mi.
South Harwich, MA
7% off
Price is NZ$6,445
NZ$6,445
NZ$921 per night
includes taxes & fees
Image gallery for Cozy Cape House!!
1010 out of 10 rating
Exceptional
(19 reviews)
Cozy Cape House!!
Mashpee, MA
7% off
Price is NZ$9,119
NZ$9,119
NZ$1,303 per night
includes taxes & fees
Image gallery for Oceanside OSLIL COTTAGE - Walk to Lecount Hollow Beach
9.89.8 out of 10 rating
Exceptional
(43 reviews)
Oceanside OSLIL COTTAGE - Walk to Lecount Hollow Beach
Wellfleet, MA
17% off
Price is NZ$6,975
NZ$6,975
NZ$996 per night
includes taxes & fees
Image gallery for Charming Cape 🌞 With Beach Pass Included, Close to Beaches and Downtown
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Charming Cape 🌞 With Beach Pass Included, Close to Beaches and Downtown
Hyannis, MA
8% off
Price is NZ$5,385
NZ$5,385
NZ$769 per night
includes taxes & fees
Image gallery for Swan River access
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Swan River access
West Dennis, MA
8% off
Price is NZ$8,829
NZ$8,829
NZ$1,261 per night
includes taxes & fees
Image gallery for Pristine Osterville Cottage
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Pristine Osterville Cottage
Osterville, MA
8% off
Price is NZ$6,641
NZ$6,641
NZ$949 per night
includes taxes & fees
Image gallery for Private, spacious 5 bedroom mini-estate. Prices slashed for one remaining week
1010 out of 10 rating
Exceptional
(19 reviews)
Private, spacious 5 bedroom mini-estate. Prices slashed for one remaining week
Brewster, MA
14% off
Price is NZ$8,322
NZ$8,322
NZ$1,189 per night
includes taxes & fees
Image gallery for Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!
South Chatham, MA
23% off
Price is NZ$4,732
NZ$4,732
NZ$676 per night
includes taxes & fees
Image gallery for Cozy 3 Bedroom Cottage with Great Outdoor Space-West Yarmouth
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Cozy 3 Bedroom Cottage with Great Outdoor Space-West Yarmouth
West Yarmouth, MA
7% off
Price is NZ$4,683
NZ$4,683
NZ$669 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Cape Cod Rail Trail
Steps to West Dennis Beach!
Sleeps 15 · 4 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
LakeView, Private Beach,Firepit, Pool access
Sleeps 10 · 4 bedrooms · 2 bathrooms
Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach
Sleeps 4 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
57 reviews(57 reviews)
Family Friendly Mid CapeHome•Close to all Beaches• Sleeps 6 •Steps to Kelly Bay
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
65 reviews(65 reviews)
FencedYard/FirePit/LargeHouse/PetFriendly
Sleeps 11 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Waterfront, Amazing Sunsets, Dock, Fishing and a Small Beach, 1 Bedroom Sleeps 3
Sleeps 3 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
73 reviews(73 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value